TERT-BUTYL 5-AMINOISOINDOLINE-2-CARBOXYLATE

Base Information

• Chemical Name: TERT-BUTYL 5-AMINOISOINDOLINE-2-CARBOXYLATE
• CAS No.: 871013-98-8
• Molecular Formula: C₁₃H₁₈N₂O₂
• Molecular Weight: 234.298
• Hs Code.: 2933990090
• Mol file: 871013-98-8.mol

Synonyms:4-Amino-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester

Chemical Property of TERT-BUTYL 5-AMINOISOINDOLINE-2-CARBOXYLATE

Chemical Property:

• PSA: 55.56000
• LogP: 3.03860
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

97% ^*data from raw suppliers

4-Amino-1,3-dihydro-isoindole-2-carboxylicacidtert-butylester 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of TERT-BUTYL 5-AMINOISOINDOLINE-2-CARBOXYLATE

There total 1 articles about TERT-BUTYL 5-AMINOISOINDOLINE-2-CARBOXYLATE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

di-tert-butyl dicarbonate (24424-99-5) + 4-aminoisoindoline (92203-86-6) → 4-amino-1,3-dihydroisoindole-2-carboxylic acid tert-butyl ester (871013-98-8)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; at 20 ℃; for 1h;

Reference yield:

4-amino-1,3-dihydroisoindole-2-carboxylic acid tert-butyl ester (871013-98-8) → N-{[benzyl(2-dimethylaminoethyl)carbamoyl]methyl}-N-(2,3-dihydro-1H-isoindol-4-yl)-2,2,2-trifluoroacetamide dihydrochloride

Guidance literature:

Multi-step reaction with 5 steps

1.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 17 h / 60 °C

2.1: water; lithium hydroxide / tetrahydrofuran / 20 °C

3.1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / dichloromethane / 1 h / 20 °C

4.1: triethylamine / dichloromethane / 0.08 h / 20 °C

4.2: 1 h / 20 °C

5.1: hydrogenchloride / 1,4-dioxane / 20 °C

With hydrogenchloride; water; triethylamine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; acetonitrile;

Reference yield:

4-amino-1,3-dihydroisoindole-2-carboxylic acid tert-butyl ester (871013-98-8) → N-{[benzyl-(2-dimethylaminoethyl)carbamoyl]metyl}-2,2,2-trifluoro-N-(2-methyl-2,3-dihydro-1H-isoindol-4-yl)acetamide

Guidance literature:

Multi-step reaction with 6 steps

1.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 17 h / 60 °C

2.1: water; lithium hydroxide / tetrahydrofuran / 20 °C

3.1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / dichloromethane / 1 h / 20 °C

4.1: triethylamine / dichloromethane / 0.08 h / 20 °C

4.2: 1 h / 20 °C

5.1: hydrogenchloride / 1,4-dioxane / 20 °C

6.1: water; sodium cyanoborohydride / methanol / 1 h / 20 °C

With hydrogenchloride; water; sodium cyanoborohydride; triethylamine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; acetonitrile;

upstream raw materials:

di-tert-butyl dicarbonate

4-aminoisoindoline

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